(2S,3R,4S,5S,6R)-2-(4,8-dihydroxy-6-methylnaphthalen-1-yl)oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID a8a43331-af09-46ef-b87f-572bb5434f34
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-(4,8-dihydroxy-6-methylnaphthalen-1-yl)oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1=CC2=C(C=CC(=C2C(=C1)O)OC3C(C(C(C(O3)CO)O)O)O)O
SMILES (Isomeric) CC1=CC2=C(C=CC(=C2C(=C1)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
InChI InChI=1S/C17H20O8/c1-7-4-8-9(19)2-3-11(13(8)10(20)5-7)24-17-16(23)15(22)14(21)12(6-18)25-17/h2-5,12,14-23H,6H2,1H3/t12-,14-,15+,16-,17-/m1/s1
InChI Key WTSSDILBTNLFAD-USACIQFYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H20O8
Molecular Weight 352.30 g/mol
Exact Mass 352.11581759 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 0.70
Atomic LogP (AlogP) -0.26
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-(4,8-dihydroxy-6-methylnaphthalen-1-yl)oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6252 62.52%
Caco-2 - 0.9010 90.10%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5550 55.50%
OATP2B1 inhibitior - 0.5744 57.44%
OATP1B1 inhibitior + 0.9299 92.99%
OATP1B3 inhibitior + 0.9658 96.58%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.8985 89.85%
P-glycoprotein inhibitior - 0.9112 91.12%
P-glycoprotein substrate - 0.8688 86.88%
CYP3A4 substrate + 0.5146 51.46%
CYP2C9 substrate - 0.8106 81.06%
CYP2D6 substrate - 0.8047 80.47%
CYP3A4 inhibition - 0.9243 92.43%
CYP2C9 inhibition - 0.9304 93.04%
CYP2C19 inhibition - 0.8787 87.87%
CYP2D6 inhibition - 0.9354 93.54%
CYP1A2 inhibition - 0.8193 81.93%
CYP2C8 inhibition - 0.5784 57.84%
CYP inhibitory promiscuity - 0.7264 72.64%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6122 61.22%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.7832 78.32%
Skin irritation - 0.8332 83.32%
Skin corrosion - 0.9675 96.75%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5182 51.82%
Micronuclear + 0.5459 54.59%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9181 91.81%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.7709 77.09%
Acute Oral Toxicity (c) III 0.6601 66.01%
Estrogen receptor binding - 0.4924 49.24%
Androgen receptor binding + 0.6137 61.37%
Thyroid receptor binding + 0.5357 53.57%
Glucocorticoid receptor binding + 0.5641 56.41%
Aromatase binding + 0.5401 54.01%
PPAR gamma + 0.6317 63.17%
Honey bee toxicity - 0.8693 86.93%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6450 64.50%
Fish aquatic toxicity + 0.7084 70.84%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL1951 P21397 Monoamine oxidase A 98.66% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.47% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.82% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.06% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 90.85% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.86% 89.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.44% 89.62%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.83% 96.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.43% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.93% 95.56%
CHEMBL2581 P07339 Cathepsin D 84.99% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.98% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.73% 99.15%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.00% 93.65%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Drosera rotundifolia
Nepenthes insignis

Cross-Links

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PubChem 101683333
LOTUS LTS0225843
wikiData Q104252533